DECEMBER 2000 | BEN:

    Usually, the end of the semester and the upcoming winter break were something to look forward to. This year, however, I didn't feel much like celebrating. I was too busy freaking out!

    I was now in my senior year, which meant only one semester of high school left. And I still had no idea what I was going to do with my life! As if that weren't bad enough in and of itself, I also had a baby on the way. Not even 18 yet, and I was about to be a father.

    Danica and I hadn't had sex since we found out about the pregnancy. Everything was so weird between us now. She got accepted to Northeastern, so she'd be moving to Boston next year. She and her family decided that her parents would take care of the baby, and she would come to visit as much as possible. 

    "What about me?" I'd asked her on one of the rare occasions when she and I were alone now.

    "I don 't know. It's up to you," she'd responded. 

    Up to me. Ha! As if it were that simple. I wished somebody would just tell me what to do! So far, no one had any concrete ideas except for my Uncle Mitch. Should I take him up on his offer to move to New York and start a career in modeling? He seemed confident I could make it, and the potential earnings he kept bringing up seemed astronomical. Definitely more than I could make bussing tables around here. There wasn't much else to do in this town, and college didn't feel like an option for me. New York could be fun. But what about... the baby?

    "What's with the long face, Benny? Isn't tomorrow your last day of school before the holidays?" Dad busted into the living room, interrupting my thoughts.

    "Aha," I confirmed unenthusiastically.

    "Thought you'd be happier about that. Where's your mom?"

    "Christmas shopping," I replied just as apathetically. 

    "Son, what's wrong?" Dad sat next to me on the sofa and slapped my knee. He left his hand on my leg, squeezing it a few times.

    "Oh, nothing," I lied. "Just a bit tense. Know a good way to relax?"

    "Blow a load?" Dad suggested, and we both laughed. As we did, I realized how much I need a good laugh. 

    "Want me to bring you a magazine?" Dad asked next. Apparently he wasn't kidding. Ever since I found his stash in the attic a year ago, Dad and I stopped pretending like we didn't know it was there and that we were both using it. Whenever I'd go up to find a different magazine at the top of the pile, I knew my father had been there, blowing off some steam. He even started leaving Post-Its in some of the magazines, marking things he thought I might like. "Check this one out!" he'd say in his notes. Sometimes, the marked pages would be stained with dried cum. For some reason, knowing that my father had blown a load looking at the same photos turned me on even more, and I'd add my cum to the pages.

    "No, thanks. I think I know them by heart now," I replied with a half-hearted chuckle. Dad finally took his hand off my knee, and I grabbed my crotch to adjust my growing boner. Even the thought of porn was enough to get me going these days.

    "I'll try to get us some new reading material next time I'm out shopping," Dad smiled, and I appreciated that he spoke in the plural.

    "Thanks, Dad."

    "Any special requests?" he said. It was the first time he'd asked me that. We didn't typically speak too much about the magazines. Except for the few times we'd both ended up in the attic together, that is. On those occasions, just like the first time, we would jerk off while talking about the models and the various settings and situations. It had happened enough where we'd become familiar with one another's specific tastes.

    "You know what I like," I replied coyly, groping my hardon again through my pants. I was long past being embarrassed about my dad seeing that I was aroused.

    "Yeah, yeah," Dad said with a small laugh. "Big tits, shaved pussies and double penetration." I noticed his hand moving a bit in his lap as well.

    "In that order," I confirmed with a smile. We both sat in silence for a moment, each slowly rubbing our increasingly large bulges. The energy felt like it did those times up in the attic, but we were downstairs now with no stack of porn in between us. I knew I wanted to jerk off, and if I had been home alone I'd already have my cock out by now.

    "What makes the double fucking so hot to you?" my father asked me out of the blue. It was a topic we'd verbalized before when looking at the magazines. I glanced over and noticed that Dad was sliding his zipper down. "I guess we're doing this," I thought to myself. I found that the realization excited me even more. These moments with Dad were still rare and it always felt special, like a glimpse into an adult world where good buddies relaxed together and got off.

    "I guess it's always hottest when you can see her face," I said, answering my father's question after pondering it for a moment. "I know it's a pose, that she's acting and all that. But the girl always looks so overwhelmed with pleasure." I was undoing my own pants now, as Dad was fishing out his hard cock.

    "Like it's almost too much for her," he said, starting to stroke slowly.

    "Yeah," I agreed. "Like she can barely handle it, but it's making her feel so good. Being so full of cock, stretched out in every direction." I was stroking now too, and I wasn't surprised that my cockhead was already wet with precum. I'd been horny on and off all day, but the turmoil of my other thoughts had never let the feeling stay in the front of my mind.

    Dad and I jerked off for a minute or two without speaking further. The wet sound of my fist working my leaking cock was soon matched by the same noise from my dad. We were both breathing faster and I suddenly felt like pushing things a little bit further. Dad and I had talked about what we liked to see, during previous sessions, but never about things we'd actually done. My own experience was pretty limited of course, but more than a few times I wondered what adventures my father might have had in his youth.

    "Have you ever fucked a girl like that?" I asked him. "With a buddy, I mean." Dad  smiled at the question but stayed looking straight ahead, his eyes taking on a look of wistfulness. He let out a little laugh before responding.

    "Well, not like that, but... when I turned 21, a friend and I went to Atlantic City," Dad began. I relaxed into the sofa more as I settled into a slower stroking rhythm. My father was going to tell me a sex story, a real-life experience of his! This was really cool and I wanted to prolong my enjoyment of it.

    "We drank and gambled a lot, but after a few nights of that, we both wanted to see if we could score," my father continued, stroking his cock faster than I was working mine. "So we ditched the casinos and found a local bar a few blocks from the boardwalk. Full of... older women. Older than us, anyway. These days I guess you'd call them cougars."

    "Oh man," I said, imagining the scene. "Into the lions' den, huh?" I reached down with my other hand to tug at my nuts a little. That always made my cock pulse and feel ever harder in my grip.

    "Yeah, we didn't quite know what we were doing," Dad replied, shaking his head a little. "But we blundered through, and probably spent a hundred bucks between us, buying drinks for women as we tried to chat them up."

    I pictured my father, young and suave, trying to charm some sultry lady in a cocktail dress. It almost felt like how some of the pictorials in the magazines started off, with an image or two of the "seduction" before the clothes came off.

    "Both of us ended up talking to this woman, I remember she had this dark red dress on," Dad said. "Her tits were practically falling out of it, and she seemed really into us. Thinking back, she was probably just charmed by our awkward flirting, but at the time I remember feeling like we were smooth as hell. And she took us both to her hotel room."

    "Oh wow," I said, excited to hear where this was going to go. "So she... did you both?"

    "Yeah," Dad said, his smile getting bigger as he kept fisting his cock, the wet sounds getting louder. I realized he was getting really turned on by the memory, and maybe even by telling me about it. "I thought we'd, you know... take turns or something. But she took charge and got both of us on the bed with her. When she'd be kissing my buddy, she'd push me down to get my mouth on one of her tits. And as she made out with me, she'd make him finger her pussy. And we just kept going. I vividly remember how much it blew my mind, to be fucking a chick while she was making out with my friend."

    "Mmmm," I moaned in response, and I saw Dad glance over and watch me stroke my cock for a moment. Seeing him look at me made me stroke a little harder, but I wasn't sure why.

    "And eventually, she got between us and was sucking him off while I fucked her from behind," my father said.

    "Fuck," I uttered in response. "That's like something out of one of the magazines, Dad!"

    "Well, those are all fantasies in there," he said in agreement, "but every now and then you get a chance to make a fantasy into a reality. It was really hot, probably one of the wildest things I've ever done."

    "And you guys didn't try to DP her?" I asked, remembering what had prompted his reminiscence.
   "I'll be honest, that wasn't even something on my radar back then," Dad said. "The porn I'd seen was much tamer than all that. Or at least the porn I'd found in my own dad's hiding spot." He looked over at me with a grin after he said that. "So I would have never thought to suggest it."

    "Where did you..." I started to ask, then suddenly felt a little shy about asking my father where he and his friend blew their loads. "How... did it end?"

    "We were going hard, and I thought I was going to... cum inside her," Dad replied, halting a little. I think he was also still a little reserved about talking so explicitly with me about something he'd done himself. This was different than trading remarks about women in the magazines. "But then she got up and turned around suddenly. She got on her knees again in front of my buddy and he started fucking her, and then she bent over and started sucking my cock."

    "Oh my god, that's so dirty," I said, and I felt like I was getting closer to cumming. Dad's hand was moving even faster now, up and down his shaft. His cockhead looked so swollen, and as always I was amazed at how similar our dicks were.

    "I thought the same thing," Dad said in agreement. "I remember thinking how hot it was that she was sucking the cock that had just been in her pussy... wet with her own... unnnhhh!"
   I was surprised to see cum erupt from my father's cock right at that moment. Apparently the lurid recollections had really turned him on. Several thick ropes of jizz shot out and landed on the cotton shirt he was wearing, and he kept moaning softly as a few more spurts squirted out across his fingers, as his hand started to slow down. I knew I wanted to cum now too, and I picked up the pace. I closed my eyes and imagined the scene my father had described.

    Dad and his buddy, taking the woman from both ends, pumping into her with strong thrusts. Except then it wasn't the buddy, it was me there with him. I pictured my 21-year-old father and me sharing a hot chick, like one from the magazines we both jerked off to so much.

    "Mmmmm," I found myself moaning at the thought, my eyes still shut tight. I was close to cumming but not quite there yet, despite my eagerness. I might have had a look of impatient frustration on my face. Taking things up a notch in my mind, I knew what would do it for me.

    I pictured my father and me both pressed right up against the woman, but now it was my dad as he looked now, at his current age. I had my cock in her pussy, and he was behind her fucking her ass. Just like the guys in a magazine spread. I groaned again, and knew that I was almost ready. I opened my eyes and looked over at my father. He was looking at me, but not at my face. He was watching me jerk. His eyes suddenly met mine, and the corners of his mouth twitched up into a devilish smirk.

    My heart almost stopped as I saw him reach for my cock. My hand actually did stop, almost by reflex, and I started to move it away as his approached. It was an electric moment because I'd just felt that final wave come over me, when you know it's about to happen. Dad's hand wrapped around the lower part of my shaft and then slowly stroked upward. His grip was firm, but not too tight. As if he knew just the right amount of pressure that would feel best.

    I sensed the cum rushing up through my cock, and I threw my head back as the thick fluid exploded up the front of my body. I felt it hit me in the chin and maybe even other parts of my face. It was like every nerve in my body was tingling, there were too many sensations to keep track of. Dad's hand slowly but intently milking the load out of me. Every muscle in my lower body tensing up from both the orgasm and the rush of feeling someone else's hand on my cock. My balls pulling so tight up against my body, and my father's wrist brushing up against them. The cum kept shooting. My shirt was where most of it ended up.

    I opened my eyes and looked down to see a final, thick glob ooze out of my cockhead and onto my father's knuckles. He slowly eased his hand off and pulled it back toward himself. He sighed deeply and I saw him absent-mindedly wipe my cum from his finger onto his jizz-covered shirt.

    I sank back into the couch, still breathing heavily. That had been an intense orgasm. The move by Dad had been so unexpected and... thrilling. No one had ever touched me like that besides Danica, and it had really taken things to another level as I shot my load. I felt much more at ease than I had thirty minutes prior. As I wiped my own cum off my cheek, I laughed a little and looked over at my father.  

    "You were right, Dad," I said.

    "About what?" he asked, looking a little confused.

    "Blowing a load was a great way to relax," I replied.​

​

DECEMBER 2008 | NICK:

    As I was putting up Christmas decorations in my new house, I was moving on autopilot without really thinking about it. My mind was somewhere else: in the cottage across the woods, upstairs in the hallway, in the middle of the night. With me on my knees and Gary's cock inside my mouth.

    I felt confused by so many things! I'd never sucked a man's dick before. I was surprised by what I did. By how much I enjoyed it. But most of all: I was surprised that I couldn't get it out of my head since it happened.

    I'd had experiences and jerked off with other men before, including my own son ever since he discovered my secret porn stash. But a blowjob felt so much more... personal. I could still taste Gary's cock inside my mouth. Sometimes I'd wake up at night with such vivid recollections of what the taste was like, and then I'd look down to see I'd blown a load in my sleep. "Fuck, I'm having wet dreams?!" I thought, amazed by something that hadn't happened since I was a teenager.

    "Dad, what's wrong?" my son asked when he noticed I'd been rummaging through the box of decorations for several minutes without putting anything up.

    I realized that if there was anyone I could talk to about this, it was Ben. He and I were close, and that included talking about sex. Besides, he was the one who'd encouraged me to go meet Gary in the first place.

    "Ben, have you ever been with a man?" I asked without looking at him.

    "Why don't you come sit down here, Dad," he suggested. He sounded calm, like the question I'd just asked was no big deal.

    "Yes," he said as soon as I'd sat down next to him on the sofa and we'd made eye contact. "Quite a few, to be honest. It started back in New York. At first it was just about the sex, but I've dated a few men since. And women. I'm into both."

    We sat in silence for a moment, as I admired my son's openness and honesty.

    "Do... Do you think what happened between us..." I stuttered, "Do you think it made you turn to men?"
   "What, us jerking off together? Nah! That's not how that works," he laughed in amusement. 

    I wanted to tell my son about the blowjob I'd given Gary before my courage disappears. But how do I word it? Terms like "fellatio" and "oral sex" started going through my mind, until I realized how silly I was being and I blurted out, "When we slept over at Gary's house I gave him a blowjob. I sucked his cock."

    And then my son smiled, as if to say "Congratulations!"

    "Good for you, Dad," he said instead, patting my knee. "Did you enjoy it?"

    "I... Fuck, I think I did."

    With that, my son and I both started to laugh – almost giggle – like two schoolgirls talking about sex for the first time. 

    "Is this something you want to pursue?" Ben asked me next.

    "I don't know..."

    "Why not? Go for it! Matter of fact, why not invite him over for Christmas dinner next week?" 

    We looked each other in the eyes again, and like a schoolgirl, I started to blush.

    "Oh, alright. Let's do it!" I said.​